Southwest Airlines flights from Houston Hobby (HOU) to Midway, Chicago (MDW).

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Sun 19:05 Houston Hobby (HOU) 21:40 Midway, Chicago (MDW)
Southwest Airlines WN 185 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2024-10-06 through 2024-10-27
Sat 08:55 Houston Hobby (HOU) 11:20 Midway, Chicago (MDW)
Southwest Airlines WN 222 Non-stop Boeing 737-800 (73H) 2:25 Effective 2024-11-23 through 2024-11-30
Sat 08:55 Houston Hobby (HOU) 11:20 Midway, Chicago (MDW)
Southwest Airlines WN 222 Non-stop Boeing 737-800 (73H) 2:25 Effective 2024-12-21 through 2025-01-04
Sat 14:10 Houston Hobby (HOU) 16:35 Midway, Chicago (MDW)
Southwest Airlines WN 237 Non-stop Boeing 737-800 (73H) 2:25 Effective 2024-10-05 through 2024-10-26
Sat 14:10 Houston Hobby (HOU) 16:35 Midway, Chicago (MDW)
Southwest Airlines WN 237 Non-stop Boeing 737-700 (73W) 2:25 Operates only on 2024-11-02
Sun 14:25 Houston Hobby (HOU) 16:50 Midway, Chicago (MDW)
Southwest Airlines WN 237 Non-stop Boeing 737-800 (73H) 2:25 Effective 2024-10-06 through 2024-10-27
Thu 12:55 Houston Hobby (HOU) 15:20 Midway, Chicago (MDW)
Southwest Airlines WN 240 Non-stop Boeing 737-800 (73H) 2:25 Operates only on 2024-11-28
Mon,Thu,Fri 05:15 Houston Hobby (HOU) 07:40 Midway, Chicago (MDW)
Southwest Airlines WN 382 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Valid until 2024-09-05
Fri 05:15 Houston Hobby (HOU) 07:40 Midway, Chicago (MDW)
Southwest Airlines WN 382 Non-stop Boeing 737-700 (73W) 2:25 Operates only on 2024-09-06
Mon,Thu,Fri 05:15 Houston Hobby (HOU) 07:40 Midway, Chicago (MDW)
Southwest Airlines WN 382 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2024-09-09 through 2024-09-30
Sun 06:25 Houston Hobby (HOU) 08:50 Midway, Chicago (MDW)
Southwest Airlines WN 382 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2024-09-08 through 2024-09-29
Sat 07:00 Houston Hobby (HOU) 09:40 Midway, Chicago (MDW)
Southwest Airlines WN 382 Non-stop Boeing 737-800 (73H) 2:40 Valid until 2024-09-28
Sat 09:55 Houston Hobby (HOU) 12:15 Midway, Chicago (MDW)
Southwest Airlines WN 418 Non-stop Boeing 737-700 (73W) 2:20 Effective 2025-02-15 through 2025-03-01
Sat 13:00 Houston Hobby (HOU) 15:25 Midway, Chicago (MDW)
Southwest Airlines WN 481 Non-stop Boeing 737-700 (73W) 2:25 Effective 2025-02-15 through 2025-03-01
Sat 13:50 Houston Hobby (HOU) 16:15 Midway, Chicago (MDW)
Southwest Airlines WN 481 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2025-01-11 through 2025-02-08
Sat 20:05 Houston Hobby (HOU) 22:25 Midway, Chicago (MDW)
Southwest Airlines WN 504 Non-stop Boeing 737-700 (73W) 2:20 Effective 2025-02-15 through 2025-03-01
Mon-Wed 15:45 Houston Hobby (HOU) 18:10 Midway, Chicago (MDW)
Southwest Airlines WN 528 Non-stop Boeing 737-800 (73H) 2:25 Effective 2024-11-04 through 2024-11-06
Tue,Wed 15:45 Houston Hobby (HOU) 18:10 Midway, Chicago (MDW)
Southwest Airlines WN 528 Non-stop Boeing 737-800 (73H) 2:25 Effective 2024-11-12 through 2024-11-20
Tue-Fri 15:45 Houston Hobby (HOU) 18:10 Midway, Chicago (MDW)
Southwest Airlines WN 528 Non-stop Boeing 737-800 (73H) 2:25 Effective 2024-11-29 through 2024-12-06
Mon-Thu 15:45 Houston Hobby (HOU) 18:10 Midway, Chicago (MDW)
Southwest Airlines WN 528 Non-stop Boeing 737-800 (73H) 2:25 Effective 2024-12-09 through 2024-12-18
Tue,Wed 15:45 Houston Hobby (HOU) 18:10 Midway, Chicago (MDW)
Southwest Airlines WN 528 Non-stop Boeing 737-800 (73H) 2:25 Effective 2024-12-24 through 2025-01-01
Mon 15:45 Houston Hobby (HOU) 18:10 Midway, Chicago (MDW)
Southwest Airlines WN 528 Non-stop Boeing 737-800 (73H) 2:25 Operates only on 2025-01-06
Mon,Thu,Fri 22:10 Houston Hobby (HOU) 00:35 Midway, Chicago (MDW)
Southwest Airlines WN 643 Non-stop Boeing 737-800 (73H) 2:25 Effective 2024-10-03 through 2024-10-28
The flight arrives 1 day after departure.
Fri 22:10 Houston Hobby (HOU) 00:35 Midway, Chicago (MDW)
Southwest Airlines WN 643 Non-stop Boeing 737-800 (73H) 2:25 Operates only on 2024-11-01
The flight arrives 1 day after departure.
Sat 05:10 Houston Hobby (HOU) 07:35 Midway, Chicago (MDW)
Southwest Airlines WN 657 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2024-11-23 through 2024-11-30
Sat 05:10 Houston Hobby (HOU) 07:35 Midway, Chicago (MDW)
Southwest Airlines WN 657 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2024-12-21 through 2025-01-04
Thu 15:35 Houston Hobby (HOU) 18:00 Midway, Chicago (MDW)
Southwest Airlines WN 762 Non-stop Boeing 737-700 (73W) 2:25 Operates only on 2024-10-31
Sat 19:50 Houston Hobby (HOU) 22:15 Midway, Chicago (MDW)
Southwest Airlines WN 989 Non-stop Boeing 737-700 (73W) 2:25 Effective 2024-11-23 through 2024-11-30
Sat 19:50 Houston Hobby (HOU) 22:15 Midway, Chicago (MDW)
Southwest Airlines WN 989 Non-stop Boeing 737-700 (73W) 2:25 Effective 2024-12-21 through 2025-01-04
Mon,Thu,Fri 13:55 Houston Hobby (HOU) 16:20 Midway, Chicago (MDW)
Southwest Airlines WN 996 Non-stop Boeing 737-700 (73W) 2:25 Effective 2024-10-03 through 2024-10-28
Fri 13:55 Houston Hobby (HOU) 16:20 Midway, Chicago (MDW)
Southwest Airlines WN 996 Non-stop Boeing 737-700 (73W) 2:25 Operates only on 2024-11-01
Tue,Wed 14:35 Houston Hobby (HOU) 17:00 Midway, Chicago (MDW)
Southwest Airlines WN 996 Non-stop Boeing 737-800 (73H) 2:25 Effective 2024-10-08 through 2024-10-30
Sat 17:35 Houston Hobby (HOU) 20:10 Midway, Chicago (MDW)
Southwest Airlines WN 996 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2024-10-05 through 2024-11-02
Thu 10:50 Houston Hobby (HOU) 13:15 Midway, Chicago (MDW)
Southwest Airlines WN 1062 Non-stop Boeing 737-700 (73W) 2:25 Operates only on 2024-10-31
Mon-Wed 06:50 Houston Hobby (HOU) 09:15 Midway, Chicago (MDW)
Southwest Airlines WN 1132 Non-stop Boeing 737-700 (73W) 2:25 Effective 2024-11-04 through 2024-11-06
Tue,Wed 06:50 Houston Hobby (HOU) 09:15 Midway, Chicago (MDW)
Southwest Airlines WN 1132 Non-stop Boeing 737-700 (73W) 2:25 Effective 2024-11-12 through 2024-11-20
Tue-Fri 06:50 Houston Hobby (HOU) 09:15 Midway, Chicago (MDW)
Southwest Airlines WN 1132 Non-stop Boeing 737-700 (73W) 2:25 Effective 2024-11-29 through 2024-12-06
Mon-Thu 06:50 Houston Hobby (HOU) 09:15 Midway, Chicago (MDW)
Southwest Airlines WN 1132 Non-stop Boeing 737-700 (73W) 2:25 Effective 2024-12-09 through 2024-12-18
Tue,Wed 06:50 Houston Hobby (HOU) 09:15 Midway, Chicago (MDW)
Southwest Airlines WN 1132 Non-stop Boeing 737-700 (73W) 2:25 Effective 2024-12-24 through 2025-01-01
Mon 06:50 Houston Hobby (HOU) 09:15 Midway, Chicago (MDW)
Southwest Airlines WN 1132 Non-stop Boeing 737-700 (73W) 2:25 Operates only on 2025-01-06
Mon,Thu,Fri,Sun 12:35 Houston Hobby (HOU) 15:00 Midway, Chicago (MDW)
Southwest Airlines WN 1141 Non-stop Boeing 737-700 (73W) 2:25 Effective 2025-02-13 through 2025-02-17
Thu,Fri,Sun 12:35 Houston Hobby (HOU) 15:00 Midway, Chicago (MDW)
Southwest Airlines WN 1141 Non-stop Boeing 737-700 (73W) 2:25 Effective 2025-02-21 through 2025-03-02
Mon-Fri 14:35 Houston Hobby (HOU) 17:00 Midway, Chicago (MDW)
Southwest Airlines WN 1260 Non-stop Boeing 737-700 (73W) 2:25 Effective 2025-01-07 through 2025-01-15
Tue-Fri,Sun 14:35 Houston Hobby (HOU) 17:00 Midway, Chicago (MDW)
Southwest Airlines WN 1260 Non-stop Boeing 737-700 (73W) 2:25 Effective 2025-01-19 through 2025-01-24
Mon-Fri 14:35 Houston Hobby (HOU) 17:00 Midway, Chicago (MDW)
Southwest Airlines WN 1260 Non-stop Boeing 737-700 (73W) 2:25 Effective 2025-01-27 through 2025-02-05
Tue,Wed,Sun 14:35 Houston Hobby (HOU) 17:00 Midway, Chicago (MDW)
Southwest Airlines WN 1260 Non-stop Boeing 737-700 (73W) 2:25 Effective 2025-02-09 through 2025-02-12
Tue,Wed 14:35 Houston Hobby (HOU) 17:00 Midway, Chicago (MDW)
Southwest Airlines WN 1260 Non-stop Boeing 737-700 (73W) 2:25 Effective 2025-02-19 through 2025-03-05
Sat 15:40 Houston Hobby (HOU) 18:05 Midway, Chicago (MDW)
Southwest Airlines WN 1260 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2024-11-23 through 2024-11-30
Sat 15:40 Houston Hobby (HOU) 18:05 Midway, Chicago (MDW)
Southwest Airlines WN 1260 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2024-12-21 through 2025-01-04
Mon,Thu,Fri,Sun 16:40 Houston Hobby (HOU) 19:05 Midway, Chicago (MDW)
Southwest Airlines WN 1260 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2025-02-13 through 2025-02-17
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Southwest Airlines flights from Houston Hobby (HOU) to Midway, Chicago (MDW).
Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Effective 2024-10-06 through 2024-10-27
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-11-23 through 2024-11-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:25, non-stop
Boeing 737-800 (73H)

Effective 2024-12-21 through 2025-01-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:25, non-stop
Boeing 737-800 (73H)

Effective 2024-10-05 through 2024-10-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:25, non-stop
Boeing 737-800 (73H)

Operates only on 2024-11-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:25, non-stop
Boeing 737-700 (73W)

Effective 2024-10-06 through 2024-10-27
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:25, non-stop
Boeing 737-800 (73H)

Operates only on 2024-11-28
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-800 (73H)

Valid until 2024-09-05
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2024-09-06
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-700 (73W)

Effective 2024-09-09 through 2024-09-30
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-09-08 through 2024-09-29
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Valid until 2024-09-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:40, non-stop
Boeing 737-800 (73H)

Effective 2025-02-15 through 2025-03-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:20, non-stop
Boeing 737-700 (73W)

Effective 2025-02-15 through 2025-03-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:25, non-stop
Boeing 737-700 (73W)

Effective 2025-01-11 through 2025-02-08
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-02-15 through 2025-03-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:20, non-stop
Boeing 737-700 (73W)

Effective 2024-11-04 through 2024-11-06
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-800 (73H)

Effective 2024-11-12 through 2024-11-20
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-800 (73H)

Effective 2024-11-29 through 2024-12-06
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-800 (73H)

Effective 2024-12-09 through 2024-12-18
Mon
Tue
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-800 (73H)

Effective 2024-12-24 through 2025-01-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-800 (73H)

Operates only on 2025-01-06
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-800 (73H)

Effective 2024-10-03 through 2024-10-28
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-800 (73H)
The flight arrives 1 day after departure.

Operates only on 2024-11-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-800 (73H)
The flight arrives 1 day after departure.

Effective 2024-11-23 through 2024-11-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-12-21 through 2025-01-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2024-10-31
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-700 (73W)

Effective 2024-11-23 through 2024-11-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:25, non-stop
Boeing 737-700 (73W)

Effective 2024-12-21 through 2025-01-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:25, non-stop
Boeing 737-700 (73W)

Effective 2024-10-03 through 2024-10-28
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-700 (73W)

Operates only on 2024-11-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-700 (73W)

Effective 2024-10-08 through 2024-10-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-800 (73H)

Effective 2024-10-05 through 2024-11-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2024-10-31
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-700 (73W)

Effective 2024-11-04 through 2024-11-06
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-700 (73W)

Effective 2024-11-12 through 2024-11-20
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-700 (73W)

Effective 2024-11-29 through 2024-12-06
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-700 (73W)

Effective 2024-12-09 through 2024-12-18
Mon
Tue
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-700 (73W)

Effective 2024-12-24 through 2025-01-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-700 (73W)

Operates only on 2025-01-06
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-700 (73W)

Effective 2025-02-13 through 2025-02-17
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:25, non-stop
Boeing 737-700 (73W)

Effective 2025-02-21 through 2025-03-02
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:25, non-stop
Boeing 737-700 (73W)

Effective 2025-01-07 through 2025-01-15
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-700 (73W)

Effective 2025-01-19 through 2025-01-24
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
Duration: 2:25, non-stop
Boeing 737-700 (73W)

Effective 2025-01-27 through 2025-02-05
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-700 (73W)

Effective 2025-02-09 through 2025-02-12
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:25, non-stop
Boeing 737-700 (73W)

Effective 2025-02-19 through 2025-03-05
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-700 (73W)

Effective 2024-11-23 through 2024-11-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-12-21 through 2025-01-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-02-13 through 2025-02-17
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)
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  • A domestic route departing from the Houston Hobby airport (HOU) and arriving at Midway, Chicago airport (MDW).
  • The flight distance is 937 miles, or 1509 km.
  • The timezone of both the departure and the arrival airports is UTC-6 . Current time at both airports is (loading...).
  • For direct flights, the flight time varies between 2:20 and 2:45.